Hydrazine-nonaborane compounds and synthesis thereof



Patented May 14, 1968 United States Patent An elemental analysis calculated for (N HQ B H HYDRAZINE noNniitil i sgn COMPOUNDS AND was as follows:

SYNTHESIS THEREOF Calculated: Boron, 51.7; carbon, 0; hydrogen 120; nt-

William V. Hough, Gihsonia, and Gerald T. Hefteran, troggn Found: Boron 515; Carbon hydrogen Butler, Pa., assignors, by mesne assignments, to the 5 nltfogen United States of America, as represented by the Sec- Example II retary of the Navy No Drawing. Filed Sept. 29, 1964, Ser. No. 400,289

Two moles of methyl hydrazine were added to one 4 Claims. (Cl. 23--358) mole of dimethylsulfide-nonaborane (13) in an ether solvent at room temperature. A soft light yellow solid precipitated readily from the solution and was filtered, then ABSTRACT OF THE DESCLOSURE vacuum dried. The reaction may be represented by the following equation:

New high energy borane-hydrazine compounds which are useful for fuel additives and propellant ingredients simply prepared by reacting at room temperature dimeth- 15 Ether ylsulfide-nonaborane with hydrazine or alkylhydrazine in 2033mm (CHQZSBQHH (CHKNZHQZBBHB (011923 an ether or hydrocarbon solvent.

An elemental analysis of the product gave the follow- Calculated: Boron, 44.5; carbon, 9.9; hydrogen, 123; nitrogen, 19.8. Found: Boron, 44; carbon, 8.5; hydrogen,

This invention relates to novel borane-hydrazine com- 0 pounds and to the synthesis thereof. ti e; liti ate stats?1:52:23nt2rtt5 1 i drogen, and nitrogen. The present invention is directed obvloilsly P mcdlfiiatloils and .Vananons of the toward new high energy ingredients for application as present invention are possible in the light of the above fuel additives and as propellant ingredients teachings. It is therefore to he understood that within the It is an object of this invention to provide a high energy SFOPC of the-appended c1a1m the lnventlen may be P product for use in improving the physical characteristics med than as Speclficauy descnbed' of solid and liquid rocket propellants. What 18 clalmed is! Another object is to provide an inexpensive process for A PTOCBSS for the synthesis of biS(hydfaZiI1e) 110mlsynthesizing a new propellant ingredient. borane (13) comprising A further object of this invention is to provide new reacting at room temperature two moles of hydrazine compounds which are simple to produce and comparawith one mole of dirnethylsulfide-nonaborane (l3) tively safe to handle. Other objects, features and many of the attendant advantages of this invention will become readily appreciated as the same become better understood by reference to the following detailed description.

The new compounds of this invention are simply prepared by reacting at room temperature dimethylsulfidein an inert reaction medium selected from the group consisting of ethers and hydrocarbons until a solid precipitate forms.

2. Bis-(hydrazine) nonaborane (13).

3. The process for the synthesis of bis'(methylhydra- 4O zine)nonaborane 13) comprising nonaborane with hydrazine and alkylhydrazines such as reacting at q temperature two .moles of methylhy' methylhydrazine in an ether or hydrocarbon solvent. The drazme w one {mole of fhmethy1u1fide'nonaproduct precipitated readily and after being filtered and borane (13) m an 1I 1e1 't reaction medmm Selected dried was ready for use. The following examples will from e group cons1st ng of ethers and hydrocarbetter illustrate the present invention and no unnecessary bons until a Sohd l p formslimitations are to be understood therefrom. Bis'(methylhydfaline)Hollabofane Example I References Cited Two moles of hydrazine (N H were added to one P mole of dimethylsulfide-nonaborane (13) in an ether UNITED STATE? ATENTS solvent at room temperature. A white hard product pre- 3369303 8/1966 Grafstem et a1 23 358 cipitated readily from the solution and was removed by OTHER REFERENCES filtration and vacuum dried. The reaction may be represented by the following equation; 5 Graybill et al.: Inorganic Chermstry, vol. I, pp. 626- a 631, (August 1962).

Eth 2N2H4 (CH3)2SB[|H13 (NzHQzBqHm (CH3)2S 25 MHJTON WEISSMAN, Primary Examiner. 

